KR20020048107A - 올레핀 전중합 촉매 및 이를 이용한 올레핀 중합방법 - Google Patents
올레핀 전중합 촉매 및 이를 이용한 올레핀 중합방법 Download PDFInfo
- Publication number
- KR20020048107A KR20020048107A KR1020000077394A KR20000077394A KR20020048107A KR 20020048107 A KR20020048107 A KR 20020048107A KR 1020000077394 A KR1020000077394 A KR 1020000077394A KR 20000077394 A KR20000077394 A KR 20000077394A KR 20020048107 A KR20020048107 A KR 20020048107A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- catalyst
- olefin
- silane
- prepolymerization
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 94
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 53
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 49
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 45
- 238000000034 method Methods 0.000 title claims description 31
- 229920000098 polyolefin Polymers 0.000 title abstract description 15
- -1 polysiloxane Polymers 0.000 claims abstract description 67
- 239000010936 titanium Substances 0.000 claims abstract description 57
- 239000007787 solid Substances 0.000 claims abstract description 45
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 44
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 43
- 150000002681 magnesium compounds Chemical class 0.000 claims abstract description 43
- 239000000178 monomer Substances 0.000 claims abstract description 34
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 20
- 150000003609 titanium compounds Chemical class 0.000 claims abstract description 19
- 229910000077 silane Inorganic materials 0.000 claims abstract description 17
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 10
- 239000001257 hydrogen Chemical group 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 238000004381 surface treatment Methods 0.000 claims description 5
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 150000002739 metals Chemical class 0.000 claims description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 4
- 150000002902 organometallic compounds Chemical class 0.000 claims description 4
- 150000003377 silicon compounds Chemical class 0.000 claims description 4
- 150000003606 tin compounds Chemical class 0.000 claims description 4
- 150000003623 transition metal compounds Chemical class 0.000 claims description 4
- QRHCILLLMDEFSD-UHFFFAOYSA-N bis(ethenyl)-dimethylsilane Chemical compound C=C[Si](C)(C)C=C QRHCILLLMDEFSD-UHFFFAOYSA-N 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 2
- BLFCPTFGBGTYAG-UHFFFAOYSA-N bis(ethenyl)-bis(2-methylpropyl)silane Chemical compound CC(C)C[Si](C=C)(C=C)CC(C)C BLFCPTFGBGTYAG-UHFFFAOYSA-N 0.000 claims 1
- UDLNYNSUFIHIKN-UHFFFAOYSA-N bis(ethenyl)-diethylsilane Chemical compound CC[Si](CC)(C=C)C=C UDLNYNSUFIHIKN-UHFFFAOYSA-N 0.000 claims 1
- JRMHUZLFQVKRNB-UHFFFAOYSA-N bis(ethenyl)-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](C=C)(C=C)C1=CC=CC=C1 JRMHUZLFQVKRNB-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 229920000642 polymer Polymers 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 13
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 229930195733 hydrocarbon Natural products 0.000 description 12
- 150000002430 hydrocarbons Chemical class 0.000 description 12
- 239000011777 magnesium Substances 0.000 description 12
- 229910052749 magnesium Inorganic materials 0.000 description 12
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 10
- 239000000155 melt Substances 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 239000004215 Carbon black (E152) Substances 0.000 description 9
- 150000001298 alcohols Chemical class 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 229910052736 halogen Inorganic materials 0.000 description 7
- 150000002367 halogens Chemical group 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 125000005234 alkyl aluminium group Chemical group 0.000 description 4
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000006228 supernatant Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 235000010210 aluminium Nutrition 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 3
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 2
- DNUPYEDSAQDUSO-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl benzoate Chemical compound OCCOCCOC(=O)C1=CC=CC=C1 DNUPYEDSAQDUSO-UHFFFAOYSA-N 0.000 description 2
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- XBVQSAIISGFAAS-UHFFFAOYSA-N CC(C)O[Mg] Chemical compound CC(C)O[Mg] XBVQSAIISGFAAS-UHFFFAOYSA-N 0.000 description 2
- YYLLIJHXUHJATK-UHFFFAOYSA-N Cyclohexyl acetate Chemical compound CC(=O)OC1CCCCC1 YYLLIJHXUHJATK-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 2
- JGFBQFKZKSSODQ-UHFFFAOYSA-N Isothiocyanatocyclopropane Chemical compound S=C=NC1CC1 JGFBQFKZKSSODQ-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 description 2
- PWLNAUNEAKQYLH-UHFFFAOYSA-N butyric acid octyl ester Natural products CCCCCCCCOC(=O)CCC PWLNAUNEAKQYLH-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- JWCYDYZLEAQGJJ-UHFFFAOYSA-N dicyclopentyl(dimethoxy)silane Chemical compound C1CCCC1[Si](OC)(OC)C1CCCC1 JWCYDYZLEAQGJJ-UHFFFAOYSA-N 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- NHYFIJRXGOQNFS-UHFFFAOYSA-N dimethoxy-bis(2-methylpropyl)silane Chemical compound CC(C)C[Si](OC)(CC(C)C)OC NHYFIJRXGOQNFS-UHFFFAOYSA-N 0.000 description 2
- VHPUZTHRFWIGAW-UHFFFAOYSA-N dimethoxy-di(propan-2-yl)silane Chemical compound CO[Si](OC)(C(C)C)C(C)C VHPUZTHRFWIGAW-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- IWYBVQLPTCMVFO-UHFFFAOYSA-N ethyl 2,2-dichloroacetate Chemical compound CCOC(=O)C(Cl)Cl IWYBVQLPTCMVFO-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000007765 extrusion coating Methods 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- QABLOFMHHSOFRJ-UHFFFAOYSA-N methyl 2-chloroacetate Chemical compound COC(=O)CCl QABLOFMHHSOFRJ-UHFFFAOYSA-N 0.000 description 2
- WVWZECQNFWFVFW-UHFFFAOYSA-N methyl 2-methylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C WVWZECQNFWFVFW-UHFFFAOYSA-N 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- UUIQMZJEGPQKFD-UHFFFAOYSA-N n-butyric acid methyl ester Natural products CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- YLYBTZIQSIBWLI-UHFFFAOYSA-N octyl acetate Chemical compound CCCCCCCCOC(C)=O YLYBTZIQSIBWLI-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 230000037048 polymerization activity Effects 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 239000011949 solid catalyst Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000003856 thermoforming Methods 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- LEAQUNCACNBDEV-ZHACJKMWSA-N (e)-undec-1-en-1-ol Chemical compound CCCCCCCCC\C=C\O LEAQUNCACNBDEV-ZHACJKMWSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- QRRSHRVKVLSFQS-UHFFFAOYSA-N 1-ethylcyclohexane-1-carboxylic acid Chemical compound CCC1(C(O)=O)CCCCC1 QRRSHRVKVLSFQS-UHFFFAOYSA-N 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- AOPDRZXCEAKHHW-UHFFFAOYSA-N 1-pentoxypentane Chemical compound CCCCCOCCCCC AOPDRZXCEAKHHW-UHFFFAOYSA-N 0.000 description 1
- WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- AHSGHEXYEABOKT-UHFFFAOYSA-N 2-[2-(2-benzoyloxyethoxy)ethoxy]ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOCCOC(=O)C1=CC=CC=C1 AHSGHEXYEABOKT-UHFFFAOYSA-N 0.000 description 1
- SQOOCOWOFKBMOB-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl benzoate Chemical compound OCCOCCOCCOC(=O)C1=CC=CC=C1 SQOOCOWOFKBMOB-UHFFFAOYSA-N 0.000 description 1
- XFDQLDNQZFOAFK-UHFFFAOYSA-N 2-benzoyloxyethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOC(=O)C1=CC=CC=C1 XFDQLDNQZFOAFK-UHFFFAOYSA-N 0.000 description 1
- TZYRSLHNPKPEFV-UHFFFAOYSA-N 2-ethyl-1-butanol Chemical compound CCC(CC)CO TZYRSLHNPKPEFV-UHFFFAOYSA-N 0.000 description 1
- LSWRBVSEWBWTDR-UHFFFAOYSA-N 2-hydroxyethyl benzoate Chemical compound OCCOC(=O)C1=CC=CC=C1 LSWRBVSEWBWTDR-UHFFFAOYSA-N 0.000 description 1
- PFNHSEQQEPMLNI-UHFFFAOYSA-N 2-methyl-1-pentanol Chemical compound CCCC(C)CO PFNHSEQQEPMLNI-UHFFFAOYSA-N 0.000 description 1
- NWPNXBQSRGKSJB-UHFFFAOYSA-N 2-methylbenzonitrile Chemical compound CC1=CC=CC=C1C#N NWPNXBQSRGKSJB-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- BDCFWIDZNLCTMF-UHFFFAOYSA-N 2-phenylpropan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1 BDCFWIDZNLCTMF-UHFFFAOYSA-N 0.000 description 1
- LCHYEKKJCUJAKN-UHFFFAOYSA-N 2-propylphenol Chemical compound CCCC1=CC=CC=C1O LCHYEKKJCUJAKN-UHFFFAOYSA-N 0.000 description 1
- GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- OIGWAXDAPKFNCQ-UHFFFAOYSA-N 4-isopropylbenzyl alcohol Chemical compound CC(C)C1=CC=C(CO)C=C1 OIGWAXDAPKFNCQ-UHFFFAOYSA-N 0.000 description 1
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- GZACSPZBMCIVDC-UHFFFAOYSA-N C(=C)[Si](C1=CC=CC=C1)(C1=CC=CC=C1)C=C.C(=C)[Si](C1=CC=CC=C1)(C1=CC=CC=C1)C=C Chemical compound C(=C)[Si](C1=CC=CC=C1)(C1=CC=CC=C1)C=C.C(=C)[Si](C1=CC=CC=C1)(C1=CC=CC=C1)C=C GZACSPZBMCIVDC-UHFFFAOYSA-N 0.000 description 1
- TVDGGXVOWYTAPJ-UHFFFAOYSA-N C(=C)[Si](CC(C)C)(CC(C)C)C=C.C(=C)[Si](CC(C)C)(CC(C)C)C=C Chemical compound C(=C)[Si](CC(C)C)(CC(C)C)C=C.C(=C)[Si](CC(C)C)(CC(C)C)C=C TVDGGXVOWYTAPJ-UHFFFAOYSA-N 0.000 description 1
- DORGXCWMNIVJCK-UHFFFAOYSA-N C(=C)[Si](CC)(CC)C=C.C(=C)[Si](CC)(CC)C=C Chemical compound C(=C)[Si](CC)(CC)C=C.C(=C)[Si](CC)(CC)C=C DORGXCWMNIVJCK-UHFFFAOYSA-N 0.000 description 1
- ZNEGVQGQHBETJB-UHFFFAOYSA-M CC=1C(=C(O[Mg])C=CC=1)C Chemical compound CC=1C(=C(O[Mg])C=CC=1)C ZNEGVQGQHBETJB-UHFFFAOYSA-M 0.000 description 1
- HIDWBDFPTDXCHL-UHFFFAOYSA-N CCCCO[Mg] Chemical compound CCCCO[Mg] HIDWBDFPTDXCHL-UHFFFAOYSA-N 0.000 description 1
- ZFAGXQVYYWOLNK-UHFFFAOYSA-N CCO[Mg] Chemical compound CCO[Mg] ZFAGXQVYYWOLNK-UHFFFAOYSA-N 0.000 description 1
- UYXLOULABOHUAJ-UHFFFAOYSA-N CO[SiH](OC)CCC1=CC=CC=C1 Chemical compound CO[SiH](OC)CCC1=CC=CC=C1 UYXLOULABOHUAJ-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- ZFDIRQKJPRINOQ-HWKANZROSA-N Ethyl crotonate Chemical compound CCOC(=O)\C=C\C ZFDIRQKJPRINOQ-HWKANZROSA-N 0.000 description 1
- 239000007818 Grignard reagent Substances 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- 229910003849 O-Si Inorganic materials 0.000 description 1
- 229910003872 O—Si Inorganic materials 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 238000002083 X-ray spectrum Methods 0.000 description 1
- SZNWCVFYBNVQOI-UHFFFAOYSA-N [O-]CC.C(C)[Al+2].[O-]CC.[O-]CC.C(C)[Al+2] Chemical compound [O-]CC.C(C)[Al+2].[O-]CC.[O-]CC.C(C)[Al+2] SZNWCVFYBNVQOI-UHFFFAOYSA-N 0.000 description 1
- WRWDTSWZDZVIIJ-UHFFFAOYSA-N [O-]CC.C(CCC)[Al+2].[O-]CC.[O-]CC.C(CCC)[Al+2] Chemical compound [O-]CC.C(CCC)[Al+2].[O-]CC.[O-]CC.C(CCC)[Al+2] WRWDTSWZDZVIIJ-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- BAZMYXGARXYAEQ-UHFFFAOYSA-N alpha-ethyl valeric acid Chemical compound CCCC(CC)C(O)=O BAZMYXGARXYAEQ-UHFFFAOYSA-N 0.000 description 1
- XPNGNIFUDRPBFJ-UHFFFAOYSA-N alpha-methylbenzylalcohol Natural products CC1=CC=CC=C1CO XPNGNIFUDRPBFJ-UHFFFAOYSA-N 0.000 description 1
- VRAIHTAYLFXSJJ-UHFFFAOYSA-N alumane Chemical compound [AlH3].[AlH3] VRAIHTAYLFXSJJ-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N benzoic acid ethyl ester Natural products CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 1
- UDEWPOVQBGFNGE-UHFFFAOYSA-N benzoic acid n-propyl ester Natural products CCCOC(=O)C1=CC=CC=C1 UDEWPOVQBGFNGE-UHFFFAOYSA-N 0.000 description 1
- VVKREWPWSWPBGC-UHFFFAOYSA-N benzoic acid;2-(2-hydroxypropoxy)propan-1-ol Chemical compound CC(O)COC(C)CO.OC(=O)C1=CC=CC=C1 VVKREWPWSWPBGC-UHFFFAOYSA-N 0.000 description 1
- KTVDYGVFWVJBEN-UHFFFAOYSA-N benzoic acid;2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound OC(=O)C1=CC=CC=C1.CC(O)COC(C)COC(C)CO KTVDYGVFWVJBEN-UHFFFAOYSA-N 0.000 description 1
- JATXLCWZFQHYGQ-UHFFFAOYSA-N benzoic acid;propane-1,2-diol Chemical compound CC(O)CO.OC(=O)C1=CC=CC=C1 JATXLCWZFQHYGQ-UHFFFAOYSA-N 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- QVLKLKNDGPFZRT-UHFFFAOYSA-N bis(ethenyl)-dimethylsilane Chemical group C(=C)[Si](C)(C)C=C.C(=C)[Si](C)(C)C=C QVLKLKNDGPFZRT-UHFFFAOYSA-N 0.000 description 1
- NFLVXMMFVMJZEL-UHFFFAOYSA-N butoxy(dibutyl)alumane Chemical compound CCCC[O-].CCCC[Al+]CCCC NFLVXMMFVMJZEL-UHFFFAOYSA-N 0.000 description 1
- QQHRHLXGCZWTDK-UHFFFAOYSA-L butylaluminum(2+);dibromide Chemical compound [Br-].[Br-].CCCC[Al+2] QQHRHLXGCZWTDK-UHFFFAOYSA-L 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N carbon tetrachloride Substances ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- DQZKGSRJOUYVPL-UHFFFAOYSA-N cyclohexyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1CCCCC1 DQZKGSRJOUYVPL-UHFFFAOYSA-N 0.000 description 1
- SJJCABYOVIHNPZ-UHFFFAOYSA-N cyclohexyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C1CCCCC1 SJJCABYOVIHNPZ-UHFFFAOYSA-N 0.000 description 1
- 229930007927 cymene Natural products 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- KBLZFQBDODEHJH-UHFFFAOYSA-N dibutylalumane Chemical compound C(CCC)[AlH]CCCC KBLZFQBDODEHJH-UHFFFAOYSA-N 0.000 description 1
- RFUDQCRVCDXBGK-UHFFFAOYSA-L dichloro(propyl)alumane Chemical compound [Cl-].[Cl-].CCC[Al+2] RFUDQCRVCDXBGK-UHFFFAOYSA-L 0.000 description 1
- ZVMRWPHIZSSUKP-UHFFFAOYSA-N dicyclohexyl(dimethoxy)silane Chemical compound C1CCCCC1[Si](OC)(OC)C1CCCCC1 ZVMRWPHIZSSUKP-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 1
- CVQVSVBUMVSJES-UHFFFAOYSA-N dimethoxy-methyl-phenylsilane Chemical compound CO[Si](C)(OC)C1=CC=CC=C1 CVQVSVBUMVSJES-UHFFFAOYSA-N 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- OANIYCQMEVXZCJ-UHFFFAOYSA-N ditert-butyl(dimethoxy)silane Chemical compound CO[Si](OC)(C(C)(C)C)C(C)(C)C OANIYCQMEVXZCJ-UHFFFAOYSA-N 0.000 description 1
- WIDJMAWMNDPYFU-UHFFFAOYSA-N dodecane;magnesium Chemical compound CCCCCCCCCCCC[Mg] WIDJMAWMNDPYFU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- GCPCLEKQVMKXJM-UHFFFAOYSA-N ethoxy(diethyl)alumane Chemical compound CCO[Al](CC)CC GCPCLEKQVMKXJM-UHFFFAOYSA-N 0.000 description 1
- SOUAXOGPALPTTC-UHFFFAOYSA-N ethyl 2-methylbenzoate Chemical compound CCOC(=O)C1=CC=CC=C1C SOUAXOGPALPTTC-UHFFFAOYSA-N 0.000 description 1
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000012685 gas phase polymerization Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-M isobutyrate Chemical compound CC(C)C([O-])=O KQNPFQTWMSNSAP-UHFFFAOYSA-M 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 description 1
- 229910001623 magnesium bromide Inorganic materials 0.000 description 1
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 1
- 229910001635 magnesium fluoride Inorganic materials 0.000 description 1
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 description 1
- 229910001641 magnesium iodide Inorganic materials 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- BSGVJBRWDNPHOR-UHFFFAOYSA-M magnesium;butan-1-olate;chloride Chemical compound [Mg+2].[Cl-].CCCC[O-] BSGVJBRWDNPHOR-UHFFFAOYSA-M 0.000 description 1
- YJCTUQFSSZSZPO-UHFFFAOYSA-L magnesium;chloride;phenoxide Chemical compound [Cl-].[Mg+]OC1=CC=CC=C1 YJCTUQFSSZSZPO-UHFFFAOYSA-L 0.000 description 1
- KRTCPMDBLDWJQY-UHFFFAOYSA-M magnesium;ethanolate;chloride Chemical compound [Mg+2].[Cl-].CC[O-] KRTCPMDBLDWJQY-UHFFFAOYSA-M 0.000 description 1
- ZHLDMBMNKCIBQN-UHFFFAOYSA-M magnesium;methanolate;chloride Chemical compound [Cl-].CO[Mg+] ZHLDMBMNKCIBQN-UHFFFAOYSA-M 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
- OLXYLDUSSBULGU-UHFFFAOYSA-N methyl pyridine-4-carboxylate Chemical compound COC(=O)C1=CC=NC=C1 OLXYLDUSSBULGU-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- MXHTZQSKTCCMFG-UHFFFAOYSA-N n,n-dibenzyl-1-phenylmethanamine Chemical compound C=1C=CC=CC=1CN(CC=1C=CC=CC=1)CC1=CC=CC=C1 MXHTZQSKTCCMFG-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- QYMDEOQLJUUNOF-UHFFFAOYSA-N pinoline Chemical compound C1NCCC2=C1NC1=CC=C(OC)C=C12 QYMDEOQLJUUNOF-UHFFFAOYSA-N 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- PZTAGFCBNDBBFZ-UHFFFAOYSA-N tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCCCC1CO PZTAGFCBNDBBFZ-UHFFFAOYSA-N 0.000 description 1
- HXLWJGIPGJFBEZ-UHFFFAOYSA-N tert-butyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C(C)(C)C HXLWJGIPGJFBEZ-UHFFFAOYSA-N 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- ZFDIRQKJPRINOQ-UHFFFAOYSA-N transbutenic acid ethyl ester Natural products CCOC(=O)C=CC ZFDIRQKJPRINOQ-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- XYJRNCYWTVGEEG-UHFFFAOYSA-N trimethoxy(2-methylpropyl)silane Chemical compound CO[Si](OC)(OC)CC(C)C XYJRNCYWTVGEEG-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/068—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/04—Monomers containing three or four carbon atoms
- C08F110/06—Propene
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/904—Monomer polymerized in presence of transition metal containing catalyst at least part of which is supported on a polymer, e.g. prepolymerized catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Abstract
Description
중합활성(kg-PP/g-cat) | MI(g-PP/10분) | 용융강도(mN) | |
실시예 1 | 32 | 0.8 | 172 |
실시예 2 | 32 | 0.9 | 143 |
실시예 3 | 30 | 1.1 | 121 |
실시예 4 | 29 | 1.4 | 97 |
실시예 5 | 28 | 1.4 | 84 |
실시예 6 | 28 | 1.4 | 75 |
실시예 7 | 34 | 1.9 | 142 |
실시예 8 | 26 | 0.2 | 212 |
비교예 | 36 | 1.5 | 40 |
Claims (10)
- 마그네슘 화합물, 티타늄 화합물 및 전자공여체를 필수성분으로 하는 고체 티타늄 촉매를 두 개 이상의 비닐기를 가지는 실란화합물로 표면처리하여 얻어진 올레핀 중합용 고체 티타늄 촉매의 존재하에 올레핀 단량체 및 말단기에 이중결합을 갖는 폴리실록산 화합물을 전중합반응하여 상기 촉매주위에 고분자량 단량체를 캡슐화시킨 것을 특징으로 하는 올레핀 전중합 촉매.
- 제1항에 있어서, 상기 두 개 이상의 비닐기를 가지는 실란화합물은 다이비닐 다이메틸 실란, 다이비닐 다이페닐 실란, 다이비닐 다이에틸 실란, 다이비닐 다이이소부틸 실란, 또는 다이비닐 다이하이드라이드 실란인 것을 특징으로 하는 올레핀 전중합 촉매.
- 제1항에 있어서, 상기 두개 이상의 비닐기를 가지는 실란화합물의 사용량은 마그네슘 화합물 1몰당 2몰∼200몰인 것을 특징으로 하는 올레핀 전중합 촉매.
- 제1항에 있어서, 상기 고체 티타늄 촉매는 (i) 환원성이 없는 마그네슘 화합물을 전자공여체에 용해하여 마그네슘 화합물 용액을 제조하고, (ⅱ) 마그네슘 화합물 용액을 전이금속 화합물, 실리콘 화합물, 주석화합물 또는 이들의 혼합물과 반응시켜 고형의 입자를 침전시킨 다음, (ⅲ) 침전된 고형의 입자와 티타늄 화합물및 전자공여체를 반응시켜 제조되는 것임을 특징으로 하는 올레핀 전중합 촉매.
- 제1항에 있어서, 전중합단계에서 사용되는 올레핀 단량체는 에틸렌, 프로필렌, 1-부텐, 1-헥센, 1-옥텐 중에서 선택되는 1종 이상인 것을 특징으로 하는 올레핀 전중합 촉매.
- 제1항에 있어서, 전중합단계에서 사용되는 이중결합을 말단기에 갖는 폴리실록산 화합물은 H2C=CH-SiR2-O-(SiR2-O)n-SiR2-CH=CH2(n은 0∼100, R = 알킬, 알콕시, 수소 또는 페닐)의 구조인 것을 특징으로 하는 올레핀 전중합 촉매.
- 제1항에 있어서, 상기 촉매 주위에 캡슐화한 고분자량 단량체는 중량평균분자량이 500∼100,000의 범위이며, 올레핀이 1∼99중량%, 말단기에 이중결합을 갖는 폴리실록산이 0.01∼10중량% 및 실란계 물질이 0.001∼1중량%로 이루어진 것을 특징으로 하는 올레핀 전중합 촉매.
- (a) 제1항 내지 제7항중 어느 한항에 따른 올레핀 전중합 촉매;(b) 주기율표의 제Ⅰ족 또는 제Ⅲ족 금속의 유기금속 화합물; 및(c) 외부전자공여체로 구성된 촉매계를 사용하여 수행되는 것을 특징으로 하는 올레핀 중합방법.
- 제8항에 있어서, 상기 (b)성분의 유기금속화합물은 트리알킬알루미늄인 것을 특징으로 하는 올레핀 중합방법.
- 제8항에 있어서, 상기 (c)성분의 외부전자공여체는 알콕시 실란화합물인 것을 특징으로 하는 올레핀 중합방법.
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR10-2000-0077394A KR100421551B1 (ko) | 2000-12-16 | 2000-12-16 | 올레핀 전중합 촉매 및 이를 이용한 올레핀 중합방법 |
AT01270557T ATE346100T1 (de) | 2000-12-16 | 2001-12-15 | Durch vorpolymerisation von polyolefin erhaltener katalysator und olefinpolymerisationsverfahren unter verwendung des katalysators |
AU2002216445A AU2002216445A1 (en) | 2000-12-16 | 2001-12-15 | Catalyst obtained by prepolymerization of polyolefin and olefin polymerization method using the same |
CNB018204392A CN1207312C (zh) | 2000-12-16 | 2001-12-15 | 通过预聚合聚烯烃得到的催化剂和使用该催化剂的烯烃聚合方法 |
PCT/KR2001/002181 WO2002048206A1 (en) | 2000-12-16 | 2001-12-15 | Catalyst obtained by prepolymerization of polyolefin and olefin polymerization method using the same |
DE60124770T DE60124770T2 (de) | 2000-12-16 | 2001-12-15 | Durch vorpolymerisation von polyolefin erhaltener katalysator und olefinpolymerisationsverfahren unter verwendung des katalysators |
EP01270557A EP1358220B1 (en) | 2000-12-16 | 2001-12-15 | Catalyst obtained by prepolymerization of polyolefin and olefin polymerization method using the same |
US10/450,692 US7098285B2 (en) | 2000-12-16 | 2001-12-15 | Catalyst obtained by prepolymerization of polyolefin and olefin polymerization method using the same |
JP2002549737A JP3817520B2 (ja) | 2000-12-16 | 2001-12-15 | オレフィン前重合触媒及びこれを利用したオレフィン重合方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR10-2000-0077394A KR100421551B1 (ko) | 2000-12-16 | 2000-12-16 | 올레핀 전중합 촉매 및 이를 이용한 올레핀 중합방법 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR20020048107A true KR20020048107A (ko) | 2002-06-22 |
KR100421551B1 KR100421551B1 (ko) | 2004-03-09 |
Family
ID=19703155
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR10-2000-0077394A KR100421551B1 (ko) | 2000-12-16 | 2000-12-16 | 올레핀 전중합 촉매 및 이를 이용한 올레핀 중합방법 |
Country Status (9)
Country | Link |
---|---|
US (1) | US7098285B2 (ko) |
EP (1) | EP1358220B1 (ko) |
JP (1) | JP3817520B2 (ko) |
KR (1) | KR100421551B1 (ko) |
CN (1) | CN1207312C (ko) |
AT (1) | ATE346100T1 (ko) |
AU (1) | AU2002216445A1 (ko) |
DE (1) | DE60124770T2 (ko) |
WO (1) | WO2002048206A1 (ko) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101115675B1 (ko) * | 2006-12-19 | 2012-02-15 | 주식회사 엘지화학 | 고강도 폴리올레핀 제조용 전중합 촉매, 그 제조방법 및 그 촉매를 사용하는 고강도 폴리올레핀의 제조방법 |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100546499B1 (ko) * | 1999-05-27 | 2006-01-26 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 |
KR100604962B1 (ko) * | 2004-02-27 | 2006-07-26 | 삼성토탈 주식회사 | 올레핀 중합용 고체 티타늄 촉매의 제조방법 |
EP1921093A4 (en) * | 2005-08-31 | 2011-07-13 | Toho Titanium Co Ltd | SOLID CATALYST COMPONENTS FOR THE OLEIN POLYMERIZATION, CATALYST AND PROCESS FOR THE PREPARATION OF OLEFIN POLYMERS THEREWITH |
JP5092260B2 (ja) * | 2005-09-21 | 2012-12-05 | 住友化学株式会社 | オレフィン重合体の製造方法 |
JP4975295B2 (ja) * | 2005-10-14 | 2012-07-11 | 日本ポリプロ株式会社 | α−オレフィン重合用触媒及びα−オレフィン重合体の製造方法 |
KR20070091444A (ko) * | 2006-03-06 | 2007-09-11 | 주식회사 엘지화학 | 올레핀 전중합을 이용한 프로필렌의 중합방법 |
JP5337421B2 (ja) * | 2008-07-23 | 2013-11-06 | 日本ポリプロ株式会社 | α−オレフィン重合用触媒及びそれを用いたα−オレフィン重合体又は共重合体の製造方法 |
CN102452125B (zh) * | 2010-10-22 | 2014-02-12 | 比亚迪股份有限公司 | 一种凝胶注模成型方法和一种陶瓷的制备方法 |
CN107417813A (zh) * | 2016-05-23 | 2017-12-01 | 北京利和知信科技有限公司 | 一种用于烯烃聚合的固体催化剂组分及催化剂 |
CN109690417B (zh) | 2016-07-21 | 2021-08-06 | 埃斯科绘图成像有限责任公司 | 用于在载体上安装印刷版的***和方法 |
Family Cites Families (107)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3332927A (en) | 1966-02-14 | 1967-07-25 | Cabot Corp | Process for polymerization |
US3632620A (en) | 1968-06-26 | 1972-01-04 | Olin Mathieson | Preparation of isocyanates from carbodiimides |
CA920299A (en) | 1968-08-01 | 1973-01-30 | Mitsui Petrochemical Industries | Process for the polymerization and/or copolymerization of olefins with use of ziegler-type catalytsts supported on carrier |
US3642772A (en) | 1968-09-04 | 1972-02-15 | Boehringer Mannheim Gmbh | Process for preparing s-adenosyl homocysteine |
NL163522B (nl) | 1970-07-20 | 1980-04-15 | Montedison Spa | Werkwijze om een katalysator te bereiden voor de polymerisatie van alkenen-1. |
US4107413A (en) | 1971-06-25 | 1978-08-15 | Montedison S.P.A. | Process for the stereoregular polymerization of alpha olefins |
US4156063A (en) | 1971-06-25 | 1979-05-22 | Montecanti Edison, S.p.A. | Process for the stereoregular polymerization of alpha olefins |
US4226963A (en) | 1971-06-25 | 1980-10-07 | Montedison S.P.A. | Process for the stereoregular polymerization of alpha-olephins |
US4187196A (en) | 1971-06-25 | 1980-02-05 | Montedison S.P.A. | Process for the stereoregular polymerization of alpha-olefins |
US4107414A (en) | 1971-06-25 | 1978-08-15 | Montecatini Edison S.P.A. | Process for the stereoregular polymerization of alpha olefins |
NL160286C (ko) | 1971-06-25 | |||
BE785673A (fr) | 1971-06-30 | 1973-01-02 | Naphtachimie Sa | Catalyseurs de polymerisation des olefines prepares a partir decomposesorganomagnesiens |
US4013823A (en) | 1972-06-09 | 1977-03-22 | The B. F. Goodrich Company | Process for preparing elastomeric copolymers of ethylene and higher alpha-olefins |
US3953414A (en) | 1972-09-13 | 1976-04-27 | Montecatini Edison S.P.A., | Catalysts for the polymerization of olefins to spherically shaped polymers |
US4071674A (en) | 1972-09-14 | 1978-01-31 | Mitsui Petrochemical Industries Ltd. | Process for polymerization or copolymerization of olefin and catalyst compositions used therefor |
US4107415A (en) | 1972-09-26 | 1978-08-15 | Montecatini Edison S.P.A. | Process for the stereospecific polymerization of alpha-olefins |
US4071672A (en) | 1972-11-10 | 1978-01-31 | Mitsui Petrochemical Industries Ltd. | Process for polymerizing or copolymerizing olefins |
US3899477A (en) | 1973-02-16 | 1975-08-12 | Monsanto Co | Polymerization of ethylene |
US4157435A (en) | 1974-08-10 | 1979-06-05 | Mitsui Petrochemical Industries, Ltd. | Process for preparing highly stereoregular polyolefins and catalyst used therefor |
US4076924A (en) | 1974-09-03 | 1978-02-28 | Mitsui Petrochemical Industries Ltd. | Process for polymerization or copolymerizing olefins containing at least 3 carbon atoms |
US4614727A (en) | 1975-01-23 | 1986-09-30 | Montecatini Edison S.P.A. | Polymerization catalyst |
JPS565404B2 (ko) | 1975-02-14 | 1981-02-04 | ||
IT1042667B (it) | 1975-09-18 | 1980-01-30 | Montedison Spa | Catalizzatori per la polimerizzazione di olefine a polimeri in forma seroidale |
US4069169A (en) | 1975-11-24 | 1978-01-17 | Mitsui Petrochemical Industries Ltd. | Process for preparation of catalyst component supported on high performance carrier |
IT1062072B (it) | 1976-06-03 | 1983-06-25 | Montedison Spa | Catalizzatori per la polimerizzazione di etilene |
US4158642A (en) | 1977-04-25 | 1979-06-19 | Exxon Research & Engineering Co. | Trialkyl aluminum cocatalyst |
US4148756A (en) | 1977-04-25 | 1979-04-10 | Exxon Research & Engineering Co. | Novel trialkyl aluminum cocatalyst |
GB1603724A (en) | 1977-05-25 | 1981-11-25 | Montedison Spa | Components and catalysts for the polymerisation of alpha-olefins |
IT1114822B (it) | 1977-07-04 | 1986-01-27 | Montedison Spa | Componenti di catalizzatori per la polimerizzazione delle alfa-olefine |
IT1113129B (it) | 1978-04-12 | 1986-01-20 | Montedison Spa | Catalizzatori e componenti di catalizzatori per la polimerizzazione delle olefine |
JPS5919566B2 (ja) | 1978-07-28 | 1984-05-07 | 東亜燃料工業株式会社 | α−オレフイン重合用触媒成分の製造方法 |
IT1098272B (it) | 1978-08-22 | 1985-09-07 | Montedison Spa | Componenti,di catalizzatori e catalizzatori per la polimerizzazione delle alfa-olefine |
FR2436794A1 (fr) | 1978-09-22 | 1980-04-18 | Naphtachimie Sa | Procede de polymerisation de l'ethylene et produits en resultant |
JPS6314246Y2 (ko) * | 1979-07-26 | 1988-04-21 | ||
JPS6037804B2 (ja) | 1979-04-11 | 1985-08-28 | 三井化学株式会社 | オレフイン重合触媒用担体の製法 |
US4235747A (en) | 1979-04-19 | 1980-11-25 | Standard Oil Company (Indiana) | Process for improving polymerization performance of brown solid titanium trichloride catalyst component |
JPS56811A (en) | 1979-06-18 | 1981-01-07 | Mitsui Petrochem Ind Ltd | Preparation of olefin polymer or copolymer |
US4482687A (en) | 1979-10-26 | 1984-11-13 | Union Carbide Corporation | Preparation of low-density ethylene copolymers in fluid bed reactor |
US4277372A (en) | 1980-01-09 | 1981-07-07 | Hercules Incorporated | Solid catalyst component for olefin polymerization |
JPS6023764B2 (ja) | 1980-02-27 | 1985-06-10 | チッソ株式会社 | α−オレフイン重合体を製造する方法 |
US4384983A (en) | 1981-05-26 | 1983-05-24 | Standard Oil Company (Indiana) | Catalyst and process for production of polyolefins of improved morphology |
JPS5842639A (ja) | 1981-09-07 | 1983-03-12 | Toa Nenryo Kogyo Kk | ポリオレフイン組成物 |
JPS5883006A (ja) | 1981-11-13 | 1983-05-18 | Mitsui Petrochem Ind Ltd | オレフインの重合方法 |
FR2529207A1 (fr) | 1982-06-24 | 1983-12-30 | Bp Chimie Sa | Procede pour la preparation de supports de catalyseurs pour la polymerisation des alpha-olefines et supports obtenus |
FR2532649B1 (fr) | 1982-09-07 | 1986-08-29 | Bp Chimie Sa | Copolymerisation d'ethylene et d'hexene-1 en lit fluidise |
IT1195953B (it) | 1982-09-10 | 1988-11-03 | Montedison Spa | Componenti e catalizzatori per la polimerizzazione di olefine |
US4518706A (en) | 1982-09-30 | 1985-05-21 | E. I. Du Pont De Nemours And Company | Hydrocarbon soluble catalyst supports and resultant polymerization catalysts |
US4434282A (en) | 1982-10-04 | 1984-02-28 | The Dow Chemical Company | Process for polymerizing olefins |
JPS59117508A (ja) | 1982-12-24 | 1984-07-06 | Mitsui Petrochem Ind Ltd | エチレンの重合法 |
US4477639A (en) | 1983-05-27 | 1984-10-16 | Shell Oil Company | Olefin polymerization catalyst component and composition and method of preparation |
JPS601241A (ja) | 1983-06-17 | 1985-01-07 | Kyowa Chem Ind Co Ltd | 難燃性樹脂組成物 |
JPS60110738A (ja) | 1983-11-22 | 1985-06-17 | Asahi Glass Co Ltd | 難燃性ポリオレフイン組成物 |
FR2560200B1 (fr) | 1984-02-23 | 1986-06-27 | Bp Chimie Sa | Procede de preparation de catalyseurs supportes a base de composes de vanadium pour la polymerisation et la copolymerisation de l'ethylene |
US5013702A (en) | 1984-03-23 | 1991-05-07 | Amoco Corporation | Olefin polymerization catalyst |
US4988656A (en) | 1984-03-23 | 1991-01-29 | Amoco Corporation | Olefin polymerization catalyst |
US4866022A (en) | 1984-03-23 | 1989-09-12 | Amoco Corporation | Olefin polymerization catalyst |
JPS60228504A (ja) | 1984-04-26 | 1985-11-13 | Sumitomo Chem Co Ltd | オレフイン重合体の製造法 |
GB2176443B (en) | 1985-06-10 | 1990-11-14 | Canon Kk | Liquid jet recording head and recording system incorporating the same |
JPH06104693B2 (ja) | 1986-01-06 | 1994-12-21 | 東邦チタニウム株式会社 | オレフイン類重合用触媒 |
WO1987006945A1 (en) | 1986-05-06 | 1987-11-19 | Toho Titanium Co., Ltd. | Catalyst for polymerizing olefins |
JPS62267305A (ja) | 1986-05-15 | 1987-11-20 | Sumitomo Chem Co Ltd | オレフイン重合体の製造法 |
JPH0832737B2 (ja) | 1986-10-08 | 1996-03-29 | 東邦チタニウム株式会社 | オレフイン類重合用固体触媒成分 |
US4777639A (en) | 1986-12-15 | 1988-10-11 | Prc Corporation | Laser optical element mounting arrangement and method |
IT1203330B (it) | 1987-02-06 | 1989-02-15 | Enichem Base Spa | Componente di catalizzatore e catalizzatore per la polimerizzazione dell'etilene o la co-polimerizzazione dell-etilene con alfa-olefine |
JP2502624B2 (ja) | 1987-09-22 | 1996-05-29 | 東燃株式会社 | オレフイン重合用触媒成分 |
JPH0717709B2 (ja) | 1987-11-13 | 1995-03-01 | 日本石油株式会社 | 超高分子量ポリエチレンの製造方法 |
FR2623812B1 (fr) | 1987-11-30 | 1992-02-21 | Bp Chimie Sa | Catalyseur de polymerisation d'olefines de type ziegler natta et procede de preparation a partir de dialcoxyde de magnesium |
US4970186A (en) | 1987-12-26 | 1990-11-13 | Toho Titanium Co., Ltd. | Solid catalyst component for the polymerization of olefins and an olefin polymerization catalyst |
US4912074A (en) | 1988-01-15 | 1990-03-27 | Mobil Oil Corporation | Catalyst composition for preparing high density or medium density olefin polymers |
EP0350170B2 (en) | 1988-06-17 | 2001-09-12 | Mitsui Chemicals, Inc. | Process for polymerising olefins and polymerisation catalyst therefor |
US5134104A (en) | 1988-06-28 | 1992-07-28 | Sumitomo Chemical Company, Limited | Liquid catalyst component, catalyst system containing said component and process for producing ethylene-α-olefin copolymer using said catalyst system |
US5064798A (en) | 1988-08-19 | 1991-11-12 | Exxon Chemical Patents Inc. | Catalyst for olefin polymerization |
IT1227259B (it) | 1988-09-30 | 1991-03-28 | Himont Inc | Catalizzatori per la polimerizzazione di olefine. |
JP2893743B2 (ja) | 1989-08-10 | 1999-05-24 | 三菱化学株式会社 | α―オレフイン重合体の製造 |
FR2651001B1 (fr) | 1989-08-17 | 1993-03-12 | Bp Chemicals Sa | Procede de preparation d'un catalyseur de type ziegler-natta a base de vanadium et de titane |
US4946816A (en) | 1989-08-21 | 1990-08-07 | Amoco Corporation | Morphology-controlled olefin polymerization catalyst |
FR2656314B1 (fr) | 1989-12-22 | 1992-04-17 | Bp Chemicals Snc | Catalyseur a base de zirconium supporte sur du chlorure de magnesium, procede de preparation et utilisation du catalyseur dans la polymerisation des olefines. |
IT1241062B (it) | 1990-01-10 | 1993-12-29 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine |
US5021382A (en) | 1990-02-28 | 1991-06-04 | Exxon Chemical Patents Inc. | Diene activated ziegler transition metal catalyst components for ethylene polymerization |
JP3049569B2 (ja) | 1990-03-23 | 2000-06-05 | 東ソー株式会社 | ポリオレフィンの製造方法 |
US5726262A (en) * | 1990-04-13 | 1998-03-10 | Mitsui Petrochemical Industries, Ltd. | Solid titanium catalyst component for olefin polymerization, olefin polymerization catalyst, prepolymerized polyolefin-containing catalyst and method of olefin polymerization |
CA2062749C (en) | 1990-04-18 | 2002-07-02 | Mitsui Petrochemical Industries, Ltd. | Hot-melt adhesive |
JP2958923B2 (ja) | 1990-04-27 | 1999-10-06 | 東邦チタニウム株式会社 | オレフィン類重合用固体触媒成分及び触媒 |
US5081090A (en) | 1990-07-23 | 1992-01-14 | Amoco Corporation | Dry olefin polymerization catalyst |
US5124297A (en) | 1990-12-07 | 1992-06-23 | Amoco Corporation | Olefin polymerization and copolymerization catalyst |
US5218052A (en) | 1991-02-04 | 1993-06-08 | Amoco Corporation | Olefin polymerization and copolymerization process |
JP3095800B2 (ja) * | 1991-03-22 | 2000-10-10 | 三菱化学株式会社 | オレフィン重合体の製造 |
US5308816A (en) | 1991-05-31 | 1994-05-03 | Mitsui Petrochemical Industries, Ltd. | Olefin polymerization solid catalyst, olefin polymerization catalyst and olefin polymerization |
US5182245A (en) | 1991-06-26 | 1993-01-26 | Amoco Corporation | Olefin polymerization and copolymerization catalyst |
EP0520811B1 (en) | 1991-06-27 | 1996-05-08 | Nippon Oil Co. Ltd. | Catalyst components for polymerization of olefins |
US5175332A (en) | 1991-12-16 | 1992-12-29 | Dow Corning Corporation | Cycloalkoxysilanes |
IT1262934B (it) | 1992-01-31 | 1996-07-22 | Montecatini Tecnologie Srl | Componenti e catalizzatori per la polimerizzazione di olefine |
US5587436A (en) | 1992-11-12 | 1996-12-24 | Quantum Chemical Corporation | Process for controlling the polymerization of propylene and ethylene and copolymer products |
JPH06157652A (ja) * | 1992-11-24 | 1994-06-07 | Tonen Corp | α−オレフィン重合用触媒成分 |
US5346872A (en) | 1993-01-29 | 1994-09-13 | Quantum Chemical Corporation | Cocatalyst for vanadium/titanium containing polymerization catalyst |
US5459116A (en) | 1993-05-07 | 1995-10-17 | Samsung General Chemicals Co., Ltd. | Highly active catalyst for the polymerization of olefins and method for the preparation of the same |
US5419116A (en) | 1993-07-02 | 1995-05-30 | The United States Of America As Represented By The Secretary Of The Navy | Miniscale ballistic motor testing method for rocket propellants |
TW354792B (en) * | 1993-08-13 | 1999-03-21 | Mitsui Petrochemical Ind | Olefin polymerization catalyst and process for preparing polypropylene and propylene block copolymer |
DE4332786A1 (de) | 1993-09-27 | 1995-03-30 | Hoechst Ag | Verfahren zur Herstellung von ultrahochmolekularem Polyethylen mit hoher Schüttdichte |
JPH07292029A (ja) | 1994-04-28 | 1995-11-07 | Toho Titanium Co Ltd | オレフィン類重合用触媒および重合方法 |
US5502128A (en) | 1994-12-12 | 1996-03-26 | University Of Massachusetts | Group 4 metal amidinate catalysts and addition polymerization process using same |
FI952175A (fi) * | 1995-05-05 | 1996-11-06 | Borealis As | Menetelmä ja katalysaattorikomponentti olefiinien homo- tai kopolymeroimiseksi |
US5661095A (en) * | 1995-06-06 | 1997-08-26 | Quantum Chemical Corporation | Olefin polymerization catalyst component supported on a copolymer of an olefin and an unsaturated silane |
JPH10158317A (ja) * | 1996-11-29 | 1998-06-16 | Mitsui Chem Inc | オレフィン重合用触媒、予備重合触媒、オレフィンの重合方法 |
JPH11158212A (ja) * | 1997-11-28 | 1999-06-15 | Toho Titanium Co Ltd | オレフィン類重合用固体触媒成分及び触媒 |
JP3874535B2 (ja) * | 1998-04-22 | 2007-01-31 | 三井化学株式会社 | オレフィン重合用触媒およびオレフィンの重合方法 |
JP3946380B2 (ja) * | 1998-05-21 | 2007-07-18 | 三井化学株式会社 | α−オレフィンの重合方法 |
-
2000
- 2000-12-16 KR KR10-2000-0077394A patent/KR100421551B1/ko active IP Right Grant
-
2001
- 2001-12-15 AT AT01270557T patent/ATE346100T1/de not_active IP Right Cessation
- 2001-12-15 JP JP2002549737A patent/JP3817520B2/ja not_active Expired - Fee Related
- 2001-12-15 EP EP01270557A patent/EP1358220B1/en not_active Expired - Lifetime
- 2001-12-15 US US10/450,692 patent/US7098285B2/en not_active Expired - Lifetime
- 2001-12-15 DE DE60124770T patent/DE60124770T2/de not_active Expired - Lifetime
- 2001-12-15 AU AU2002216445A patent/AU2002216445A1/en not_active Abandoned
- 2001-12-15 CN CNB018204392A patent/CN1207312C/zh not_active Expired - Lifetime
- 2001-12-15 WO PCT/KR2001/002181 patent/WO2002048206A1/en active IP Right Grant
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101115675B1 (ko) * | 2006-12-19 | 2012-02-15 | 주식회사 엘지화학 | 고강도 폴리올레핀 제조용 전중합 촉매, 그 제조방법 및 그 촉매를 사용하는 고강도 폴리올레핀의 제조방법 |
Also Published As
Publication number | Publication date |
---|---|
KR100421551B1 (ko) | 2004-03-09 |
JP3817520B2 (ja) | 2006-09-06 |
EP1358220A4 (en) | 2004-06-09 |
JP2004515613A (ja) | 2004-05-27 |
US7098285B2 (en) | 2006-08-29 |
AU2002216445A1 (en) | 2002-06-24 |
ATE346100T1 (de) | 2006-12-15 |
DE60124770T2 (de) | 2007-04-12 |
CN1479750A (zh) | 2004-03-03 |
EP1358220A1 (en) | 2003-11-05 |
WO2002048206A1 (en) | 2002-06-20 |
EP1358220B1 (en) | 2006-11-22 |
US20040063862A1 (en) | 2004-04-01 |
CN1207312C (zh) | 2005-06-22 |
DE60124770D1 (de) | 2007-01-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR100334167B1 (ko) | 알파-올레핀중합방법 | |
US6156690A (en) | Solid catalyst component and catalyst for polymerization of olefins | |
KR100334163B1 (ko) | 올레핀중합또는공중합방법 | |
US6228793B1 (en) | Solid catalyst component for olefin polymerization and catalyst | |
KR100421551B1 (ko) | 올레핀 전중합 촉매 및 이를 이용한 올레핀 중합방법 | |
KR100387734B1 (ko) | 올레핀 중합용 촉매 및 중합방법 | |
KR100421553B1 (ko) | 알파 올레핀 중합 방법 | |
KR20020036288A (ko) | 에틸렌 중합체 및 공중합체 제조방법 | |
JP2004501245A5 (ko) | ||
KR100431637B1 (ko) | 올레핀 중합방법 및 고용융장력의 수지조성물 | |
KR20020036289A (ko) | 에틸렌 중합체 및 공중합체 제조방법 | |
KR100531544B1 (ko) | 올레핀류 중합용 촉매 및 올레핀류의 중합 방법 | |
KR100808723B1 (ko) | 고탄성 폴리프로필렌 수지 조성물 | |
KR100218048B1 (ko) | α-올레핀 중합용 촉매 및 이를 이용하는 α-올레핀 중합방법 | |
KR100695336B1 (ko) | 용융강도가 높은 프로필렌 중합체 및 그 제조방법 | |
KR100620358B1 (ko) | 강성, 내충격성, 내열성이 우수한 올레핀의 중합방법 | |
KR100561056B1 (ko) | 고탄성 폴리올레핀 수지 조성물 | |
KR100715266B1 (ko) | 에틸렌 중합 및 공중합 방법 | |
KR100578394B1 (ko) | 파이프용 고용융장력 폴리프로필렌 수지 조성물 | |
KR100715265B1 (ko) | 에틸렌 중합 및 공중합 방법 | |
KR0119268B1 (ko) | 알파-올레핀 중합용 촉매 | |
KR100787659B1 (ko) | 에틸렌 중합 및 공중합 방법 | |
JP2014500346A (ja) | プロピレン重合用固体触媒およびその製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A201 | Request for examination | ||
E902 | Notification of reason for refusal | ||
E701 | Decision to grant or registration of patent right | ||
N231 | Notification of change of applicant | ||
GRNT | Written decision to grant | ||
FPAY | Annual fee payment |
Payment date: 20130102 Year of fee payment: 10 |
|
FPAY | Annual fee payment |
Payment date: 20131211 Year of fee payment: 11 |
|
FPAY | Annual fee payment |
Payment date: 20141222 Year of fee payment: 12 |
|
FPAY | Annual fee payment |
Payment date: 20151229 Year of fee payment: 13 |
|
FPAY | Annual fee payment |
Payment date: 20161228 Year of fee payment: 14 |
|
FPAY | Annual fee payment |
Payment date: 20171222 Year of fee payment: 15 |
|
FPAY | Annual fee payment |
Payment date: 20190107 Year of fee payment: 16 |
|
FPAY | Annual fee payment |
Payment date: 20191212 Year of fee payment: 17 |